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20s
“Your 20s are for taking fashion risks and mixing it up. This black cropped jacket is both edgy and chic. Pair it with a menswear-inspired blouse and skinny dark bottoms for a trendy look that can take you from the office to a night out with your girlfriends. Printed oxfords are an easy, stylish way to incorporate color into your outfit. Pull the entire look together with an updated classic: a structured chain bag. You can find fabulous, on-trend ones at T.J.Maxx for up to 60 percent off, so you don’t have to splurge for that It bag."
30s
"Think sophisticated, yet trendy. For the ultimate sleek look, go for a structured pencil skirt in a bold color with a chic trench and cashmere sweater, and maybe a scarf with a great pattern. Pair that with neutral-hued, heeled boots and a fabulous bag for a polished, powerful silhouette."
40s
"Go for a classic, minimalist look while adding in some personality. A classic tweed shift dress is the perfect option. For an extra layer to keep you warm at the office, throw on a structured blazer. Pair with a sleek bag and sexy stacked heels or even a Mary Jane or T-strap shoe. Add your own personality with a statement necklace from T.J.Maxx—my favorite store for great jewelry at great prices."
50s
"Look for high-quality fabrics and tailored pieces to effortlessly pull together a sophisticated look. A pair of wider-leg trousers is both chic and stylish, especially paired with a simple blouse or knit shell and a structured jacket. You'll get a flattering silhouette that is fashionable, yet comfortable. Wear these pieces with statement flats—maybe an embellished pair, depending on your style—and a beautiful, classic tote."
60s
"Staying with the classics doesn’t mean you can’t have a little fun! A fitted tweed jacket with leather piping is the perfect way to upgrade your wardrobe. Pair it with oxblood pants, which are both flattering and on-trend. Plus, you can upgrade your traditional handbag as well—try a new pattern or fabric, like suede or patent leather. Pull on flat black leather boots and you're set for the entire day, whether you’re running errands or headed to a lunch with your friends."